XANTHONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H8O2
Molecular Weight	196.2014
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1C2=C(OC3=C1C=CC=C3)C=CC=C2

InChI

InChIKey=JNELGWHKGNBSMD-UHFFFAOYSA-N

InChI=1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H

HIDE SMILES / InChI

Molecular Formula	C13H8O2
Molecular Weight	196.2014
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://doi.org/10.1093/jee/36.3.435

Xanthone, an insecticide, which is used as ovicide for codling moth eggs and larvicide. Xanthone is also a core structure of a variety of naturally occurring organic compounds, such as mangostin.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
(Sensitized) photolysis of diazonium salts as a mild general method for the generation of aryl cations. Chemoselectivity of the singlet and triplet 4-substituted phenyl cations.	2005-01-21	15651808
Chemopreventive action of xanthone derivatives on photosensitized DNA damage.	2005-01-14	15646999
Biosynthesis of the hyperforin skeleton in Hypericum calycinum cell cultures.	2005-01	15652570
New xanthone derivatives as potent anti-inflammatory agents.	2005	15687751
Separation methods for pharmacologically active xanthones.	2004-12-05	15556495
Inhibitory effects of crude alpha-mangostin, a xanthone derivative, on two different categories of colon preneoplastic lesions induced by 1, 2-dimethylhydrazine in the rat.	2004-11-18	15546251
Preferential target is mitochondria in alpha-mangostin-induced apoptosis in human leukemia HL60 cells.	2004-11-15	15498656
Triplet-sensitized photolysis of the photoisomer of a 2,11-diaza[3,3](9,10)anthracenoparacyclophane: an adiabatic cycloreversion and a [2pia + 2pia + 2sigmas] rearrangement in a triplet state of the biplanophane system.	2004-11-12	15527262
Prenylated benzophenones and xanthones from Hypericum scabrum.	2004-11	15568778
Cancer chemopreventive activity of phenylpropanoids and phytoquinoids from Illicium plants.	2004-10-28	15363542
Antimicrobial and cytotoxic agents from Calophyllum inophyllum.	2004-10	15474565
3,4,5,6-Tetrahydroxyxanthone prevents vascular endothelial cell apoptosis induced by high glucose.	2004-10	15338110
[A new xanthone from Polygala aureocauda Dunn].	2004-09	15606029
Demethylbellidifolin preserves endothelial function by reduction of the endogenous nitric oxide synthase inhibitor level.	2004-08	15234768
3,4,5,6-Tetrahydroxyxanthone protects against myocardial ischemia-reperfusion injury in rats.	2004-07	15367825
Xanthone isolated from Securidaca longependunculata with activity against erectile dysfunction.	2004-07	15261388
New phenolic principles from Hypericum sampsonii.	2004-07	15256712
Definition of an electronic profile of compounds with inhibitory activity against hematin aggregation in malaria parasite.	2004-06-15	15158799
New secondary metabolites from the marine endophytic fungus Apiospora montagnei.	2004-06	15217297
[Water-soluble chemical constituents of Swertia davidi Franch].	2004-05	15338877
Alpha-mangostin induces Ca2+-ATPase-dependent apoptosis via mitochondrial pathway in PC12 cells.	2004-05	15153648
Validation of a spectrophotometric method for quantification of xanthone in biodegradable nanoparticles.	2004-04	15125567
[Studies on chemical constituents of Halenia elliptica guided by in vivo absorption and distribution of the constituents].	2004-03	15171655
Relationship between tumour endothelial cell apoptosis and tumour blood flow shutdown following treatment with the antivascular agent DMXAA in mice.	2004-02-23	14970872
Trypanocidal constituents in plants 3. Leaves of Garcinia intermedia and heartwood of Calophyllum brasiliense.	2004-01	14709920
Pharmacological effects of xanthones as cardiovascular protective agents.	2004	15179447
[Daviditin B from Swertia davidi Franch].	2003-12	15040088
Trypanocidal constituents in plants 2.xanthones from the stem bark of Garcinia subelliptica.	2003-12	14646180
A new xanthone from Hedychium gardnerianum.	2003-12	14577697
Relationship between protective effect of xanthone on endothelial cells and endogenous nitric oxide synthase inhibitors.	2003-11-17	14604680
Isolation of mangiferin from Bombax malabaricum and structure revision of shamimin.	2003-11	14735452
Prenylated xanthones from Garcinia xanthochymus.	2003-11	14600386
Prenylated xanthones with NGF-potentiating activity from Garcinia xanthochymus.	2003-11	14561514
[Comparative choleretic properties of natural xanthone compounds from Gentianopsis barbata].	2003-10-16	14558348
A new regiospecific preparation of xanthones.	2003-10-02	14507222
Two xanthones from Polygala paniculata and confirmation of the 1-hydroxy-2,3,5-trimethoxy-xanthone at trace level by HRGC-MS.	2003-08-27	12939033
Oxidation of C-H bonds by [(bpy)2(py)RuIVO]2+ occurs by hydrogen atom abstraction.	2003-08-27	12926960
Identification of flavonol and xanthone glycosides from mango (Mangifera indica L. Cv. "Tommy Atkins") peels by high-performance liquid chromatography-electrospray ionization mass spectrometry.	2003-08-13	12903961
Professor Tom Connors and the development of novel cancer therapies by the Phase I/II Clinical Trials Committee of Cancer Research UK.	2003-08-04	12888809
The xanthones gentiacaulein and gentiakochianin are responsible for the vasodilator action of the roots of Gentiana kochiana.	2003-08	14531031
Xanthones and benzophenones from the stems of Garcinia multiflora.	2003-08	12932126
A validated HPLC method for the assay of xanthone and 3-methoxyxanthone in PLGA nanocapsules.	2003-08	12908954
Phenylalanine-independent biosynthesis of 1,3,5,8-tetrahydroxyxanthone. A retrobiosynthetic NMR study with root cultures of Swertia chirata.	2003-07	12846828
Clinical aspects of a phase I trial of 5,6-dimethylxanthenone-4-acetic acid (DMXAA), a novel antivascular agent.	2003-06-16	12799625
Antibacterial xanthones from Kielmeyera variabilis mart. (Clusiaceae).	2003-06	12937772
Xanthones from the bark of Garcinia merguensis.	2003-06	12770600
Two new xanthone derivatives from the algicolous marine fungus Wardomyces anomalus.	2003-05	12762814
Capillary electrophoretic behaviors of pharmacologically active xanthones from Securidaca inappendiculata with beta-cyclodextrin as a buffer additive.	2003-04	12803804
IB-00208, a new cytotoxic polycyclic xanthone produced by a marine-derived Actinomadura. II. Isolation, physico-chemical properties and structure determination.	2003-03	12760690
Central activity of new xanthone derivatives with chiral center in some pharmacological tests in mice.	2003-02-11	14506327

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:02:59 GMT 2025` Edited by `admin` on `Mon Mar 31 20:02:59 GMT 2025`
Record UNII	9749WEV0CA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-14978

Preferred Name

English

XANTHONE

Systematic Name

English

BENZOPHENONE OXIDE

Systematic Name

English

XANTHONE [USP-RS]

Common Name

English

XANTHONE [MI]

Common Name

English

9-OXOXANTHENE

Systematic Name

English

DIPHENYLENE KETONE OXIDE

Common Name

English

GENICIDE

Common Name

English

9-XANTHONE

Systematic Name

English

XANTHENONE

Systematic Name

English

9H-XANTHENE, 9-OXO-

Systematic Name

English

DIBENZO-.GAMMA.-PYRONE

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

86503